trans-1-(4-(4-fluorophenoxy)cyclohexyl)-3-(3-methoxyphenyl)urea

ID: ALA3099998

PubChem CID: 11681963

Max Phase: Preclinical

Molecular Formula: C20H23FN2O3

Molecular Weight: 358.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(NC(=O)N[C@H]2CC[C@H](Oc3ccc(F)cc3)CC2)c1

Standard InChI:  InChI=1S/C20H23FN2O3/c1-25-19-4-2-3-16(13-19)23-20(24)22-15-7-11-18(12-8-15)26-17-9-5-14(21)6-10-17/h2-6,9-10,13,15,18H,7-8,11-12H2,1H3,(H2,22,23,24)/t15-,18-

Standard InChI Key:  OYQIVDKYECOYST-RZDIXWSQSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.8812  -27.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8800  -27.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5949  -28.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3112  -27.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3084  -27.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5930  -26.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0263  -28.3617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7401  -27.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4552  -28.3594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7388  -27.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1690  -27.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8846  -28.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5962  -27.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5993  -27.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8843  -26.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1665  -27.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3146  -26.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0281  -27.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0235  -27.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7362  -28.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4525  -27.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4517  -27.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7384  -26.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1665  -28.3699    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1653  -28.3628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4512  -27.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 11  9  1  6
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  1
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
  2 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099998

   1-[4-(4-Fluorophenoxy)cyclohexyl]-3-(3-methoxyphenyl)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.41

Molecular Weight (Monoisotopic): 358.1693

AlogP: 4.35

#Rotatable Bonds: 5

Polar Surface Area: 59.59

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -1.35

References

1. Chen T, Takrouri K, Hee-Hwang S, Rana S, Yefidoff-Freedman R, Halperin J, Natarajan A, Morisseau C, Hammock B, Chorev M, Aktas BH..  (2013)  Explorations of substituted urea functionality for the discovery of new activators of the heme-regulated inhibitor kinase.,  56  (23): [PMID:24261904] [10.1021/jm400793v]

Source

Source(1):

• Scientific Literature